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tolaasin A


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  • Norine ID: NOR00875
  • DOI: 10.26097/nor00875
  • Family: tolaasin
  • Synonym(s): tolaasin A;
  • Activity: antimicrobial, toxin, surfactant
  • Category: lipopeptide
  • Formula: C91H155N21O26
  • Monoisotopic mass: 1958.145214237 g/mol
  • Comment: Tolaasin I and tolaasin A are structurally similar and the only difference is the number of carbons in the hydroxy fatty acyl moiety.
  • Source: norine
  • Contributor (creation): Norine Team [CRIStAL (UMR CNRS 9189), ex-LIFL, France, Charles Viollette Institute, ProBioGEM team, Lille, France, University of Lille, France]
  • Entry information:
  • Type: partial cyclic
  • Number of monomers: 19
  • Smiles: CCC(C)C2NC(=O)C(NC(=O)C(=CC)NC(=O)C(NC(=O)C(CC(C)C)NC(=O)C(CCC(N)=O)NC(=O)C(NC(=O)C(NC(=O)C(CC(C)C)NC(=O)C(CO)NC(=O)C(NC(=O)C(CC(C)C)NC(=O)C(CO)NC(=O)C1CCCN1(C(=O)C(=CC)NC(=O)CCCC(=O)O))C(C)C)C(C)C)C(C)C)C(C)C)C(C)OC(=O)C(CCCCN)NC(=O)C(CCN)NC(=O)C(CCO)NC2(=O)

  • Graph inference:



  • Monomeric composition :
    1
    Pda
    2
    dhAbu
    3
    D-Pro
    4
    D-Ser
    5
    D-Leu
    6
    D-Val
    7
    D-Ser
    8
    D-Leu
    9
    D-Val
    10
    Val
    11
    D-Gln
    12
    Leu
    13
    D-Val
    14
    dhAbu
    15
    D-aThr
    16
    Ile
    17
    D-Hse
    18
    D-Dab
    19
    Lys
  • Graph representation: Pda,dhAbu,D-Pro,D-Ser,D-Leu,D-Val,D-Ser,D-Leu,D-Val,Val,D-Gln,Leu,D-Val,dhAbu,D-aThr,Ile,D-Hse,D-Dab,Lys @1 @0,2 @1,3 @2,4 @3,5 @4,6 @5,7 @6,8 @7,9 @8,10 @9,11 @10,12 @11,13 @12,14 @13,15,18 @14,16 @15,17 @16,18 @14,17

  • Atomic structure:
    • Chemical structure
    rBAN vizualisation:
  • Pseudomonas tolaasii
  • gram: negative

  • Links between organisms producing the tolaasin A: Pseudomonas tolaasii
  • Tolaasins A--E, five new lipodepsipeptides produced by Pseudomonas tolaasii
    Lo Cantore P, Lazzaroni S, Evidente A, Iacobellis NS, Bassarello C, Bifulco G, Riccio R, Gomez-Paloma L, Journal of natural products , 2004, May,67(5):811-6.
    DOI: 10.1021/np0303557
    pubMed: 15165142


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